Page last updated: 2024-11-07

s-2-aminoethyl cysteine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

S-2-aminoethyl cysteine (AEC) is a non-proteinogenic amino acid that has been studied for its potential therapeutic applications. AEC is structurally similar to cysteine, with an additional aminoethyl group attached to the sulfur atom. It is synthesized through a chemical reaction involving cysteine and ethyleneimine. AEC has been investigated for its role in various biological processes, including antioxidant activity, modulation of cellular redox status, and potential anti-cancer effects. Its unique chemical structure and biological activity make it a promising candidate for the development of novel therapeutic agents.'

S-2-aminoethyl cysteine: inhibits protein synthesis in mammalian cells; RN given refers to parent cpd; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

L-thialysine : A cysteine derivative that is the S-(2-aminoethyl) analogue of L-cysteine; reported to have cytotoxic effects. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID99558
CHEMBL ID397565
CHEBI ID497734
SCHEMBL ID110108
MeSH IDM0040255

Synonyms (38)

Synonym
nsc-241277
2936-69-8
slz ,
l-thialysine
NCGC00014530
nsc-186915
NCI186915
gamma-thialysine
s-beta-aminoethyl cysteine
gamma-thia-lys
4-thia-l-lysine
nsc 241277
thiosine
4-thialysine
s-(2-aminoethyl)-l-cysteine
s-2-aminoethyl cysteine
NCISTRUC2_001830
NCISTRUC1_000667
NCGC00097634-01
S-2-AMINOETHYL-L-CYSTEINE ,
(r)-2-amino-3-(2-aminoethylthio)propanoic acid
(2r)-2-amino-3-(2-aminoethylsulfanyl)propanoic acid
CHEBI:497734 ,
CHEMBL397565 ,
2-amino-3-(2-aminoethylsulfanyl)propanoic acid
bdbm50213732
AKOS006238308
os2h9oh0gt ,
unii-os2h9oh0gt
CCG-38064
NCGC00014530-02
SCHEMBL110108
GHSJKUNUIHUPDF-BYPYZUCNSA-N
s-(b-aminoethyl)-l-cysteine
(2r)-2-amino-3-[(2-aminoethyl)sulfanyl]propanoic acid
DTXSID40183588
l-cysteine, s-(2-aminoethyl)-
Q7387052
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
protein synthesis inhibitorA compound, usually an anti-bacterial agent or a toxin, which inhibits the synthesis of a protein.
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
EC 5.4.3.2 (lysine 2,3-aminomutase) inhibitorAn EC 5.4.3.* (intramolecular transferase transferring amino groups) inhibitor that interferes with the action of lysine 2,3-aminomutase (EC 5.4.3.2).
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
non-proteinogenic L-alpha-amino acidAny L-alpha-amino acid which is not a member of the group of 23 proteinogenic amino acids.
L-cysteine thioetherAny L-cysteine derivative obtained by conversion of the thiol group into a sulfide.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
cytochrome P450 2C9 precursorHomo sapiens (human)Potency1.25890.00636.904339.8107AID883
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency1.25890.00638.235039.8107AID883
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Kinesin-like protein KIF11Homo sapiens (human)IC50 (µMol)63.00000.00011.405710.0000AID299460
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (9)

Processvia Protein(s)Taxonomy
mitotic cell cycleKinesin-like protein KIF11Homo sapiens (human)
microtubule-based movementKinesin-like protein KIF11Homo sapiens (human)
spindle organizationKinesin-like protein KIF11Homo sapiens (human)
mitotic spindle organizationKinesin-like protein KIF11Homo sapiens (human)
mitotic centrosome separationKinesin-like protein KIF11Homo sapiens (human)
regulation of mitotic centrosome separationKinesin-like protein KIF11Homo sapiens (human)
cell divisionKinesin-like protein KIF11Homo sapiens (human)
mitotic spindle assemblyKinesin-like protein KIF11Homo sapiens (human)
spindle elongationKinesin-like protein KIF11Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (6)

Processvia Protein(s)Taxonomy
microtubule motor activityKinesin-like protein KIF11Homo sapiens (human)
protein bindingKinesin-like protein KIF11Homo sapiens (human)
ATP bindingKinesin-like protein KIF11Homo sapiens (human)
microtubule bindingKinesin-like protein KIF11Homo sapiens (human)
protein kinase bindingKinesin-like protein KIF11Homo sapiens (human)
plus-end-directed microtubule motor activityKinesin-like protein KIF11Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (10)

Processvia Protein(s)Taxonomy
spindle poleKinesin-like protein KIF11Homo sapiens (human)
spindle microtubuleKinesin-like protein KIF11Homo sapiens (human)
spindleKinesin-like protein KIF11Homo sapiens (human)
cytosolKinesin-like protein KIF11Homo sapiens (human)
microtubuleKinesin-like protein KIF11Homo sapiens (human)
membraneKinesin-like protein KIF11Homo sapiens (human)
mitotic spindleKinesin-like protein KIF11Homo sapiens (human)
kinesin complexKinesin-like protein KIF11Homo sapiens (human)
protein-containing complexKinesin-like protein KIF11Homo sapiens (human)
nucleusKinesin-like protein KIF11Homo sapiens (human)
mitotic spindleKinesin-like protein KIF11Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (8)

Assay IDTitleYearJournalArticle
AID1204898Antibacterial activity against Bacillus subtilis in chemical defined medium2015Journal of medicinal chemistry, Apr-23, Volume: 58, Issue:8
(Dis)similar Analogues of Riboswitch Metabolites as Antibacterial Lead Compounds.
AID1147710Cytotoxicity against mouse P388 cells assessed as growth inhibition at 0.5 mM after 72 hrs by hemocytometry1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Potential inhibitors of collagen biosynthesis. 5,5-Difluoro-DL-lysine and 5,5-dimethyl-DL-lysine and their activation by lysyl-tRNA ligase.
AID1204889Binding affinity to lysC riboswitch in Bacillus subtilis2015Journal of medicinal chemistry, Apr-23, Volume: 58, Issue:8
(Dis)similar Analogues of Riboswitch Metabolites as Antibacterial Lead Compounds.
AID1147697Dissociation constant, pKa of the compound1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Potential inhibitors of collagen biosynthesis. 5,5-Difluoro-DL-lysine and 5,5-dimethyl-DL-lysine and their activation by lysyl-tRNA ligase.
AID299460Inhibition of Eg5 assessed as inhibition ATP hydrolysis by ATPase assay2007Bioorganic & medicinal chemistry letters, Jul-15, Volume: 17, Issue:14
Synthesis and biological evaluation of L-cysteine derivatives as mitotic kinesin Eg5 inhibitors.
AID1147698Activity of Escherichia coli B lysyl-tRNA ligase after 15 mins by Lineweaver-Burk plot analysis1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Potential inhibitors of collagen biosynthesis. 5,5-Difluoro-DL-lysine and 5,5-dimethyl-DL-lysine and their activation by lysyl-tRNA ligase.
AID513343Binding affinity to Bacillus subtilis 168 1A1 lysine riboswitch 179 lysc by in-line probing assay2007Nature chemical biology, Jan, Volume: 3, Issue:1
Antibacterial lysine analogs that target lysine riboswitches.
AID299461Cytotoxic activity against HeLa cells2007Bioorganic & medicinal chemistry letters, Jul-15, Volume: 17, Issue:14
Synthesis and biological evaluation of L-cysteine derivatives as mitotic kinesin Eg5 inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (123)

TimeframeStudies, This Drug (%)All Drugs %
pre-199048 (39.02)18.7374
1990's32 (26.02)18.2507
2000's26 (21.14)29.6817
2010's13 (10.57)24.3611
2020's4 (3.25)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 16.08

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index16.08 (24.57)
Research Supply Index4.88 (2.92)
Research Growth Index4.33 (4.65)
Search Engine Demand Index10.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (16.08)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (0.77%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other129 (99.23%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]